| 1st | 2nd | 3rd | |||||
| YEAR | DIVISION | SKIPPER | BOAT | SKIPPER | BOAT | SKIPPER | BOAT |
| 1995 | Allan Inglis | CL 16 | |||||
| 1996 | Allan Inglis | CL 16 | |||||
| 1997 | |||||||
| 1998 | |||||||
| 1999 | |||||||
| 2000 | |||||||
| 2001 | |||||||
| 2002 | Jennifer Zimmerman | Ashe | |||||
| 2003 | Division A | David Limoges | Nosko | ||||
| Division B | Robert Hayes | Popsicle Stick | |||||
| Cruising Division | Andrew Heim | Maroca ll | |||||
| 2004 | White Sail 1 | Bruce Patten | Irish Jig | ||||
| White Sail 2 | David Limoges | Nosko | |||||
| Spinnaker | Tom Lacquement | Ravenscroft | |||||
| 2005 | White Sail 1a | Warren Goodyear | October Wind | ||||
| White Sail 2a | Cor Strapper | Cloud Dancer | |||||
| Spinnaker a | Jay Bonnett | Skirtlifter | |||||
| White Sail 1b | Dean Brown | Awesoma | |||||
| White Sail 2b | Cor Strapper | Cloud Dancer | |||||
| Spinnaker b | Jim Wilkinson | Foxpaw | |||||
| 2006 | White Sail 1a | Raimond Rieder | Nebulous | ||||
| White Sail 2a | Bruce Patten | Irish Jig | |||||
| Spinnaker a | Graham Twomey | Jam | |||||
| White Sail 1b | Alexander Kantemir | Abegweit | |||||
| White Sail 2b | Cor Stapper | Cloud Dancer | |||||
| Spinnaker b | Michael Delaney | Celtic Spirit | |||||
| 2007 | White Sail 1 | Raimond Rieder | Nebulous | ||||
| White Sail 2 | Bruce Patton | Irish Jig | |||||
| Spinnaker | |||||||
| 2008 | White Sail 1 | Judy Preston | Andante II | ||||
| White Sail 2 | Graham Twomey | Jam | |||||
| Spinnaker | |||||||
| 2009 | White Sail 1 | Judy Preston | Andante II | ||||
| White Sail 2 | |||||||
| Spinnaker | |||||||
| 2010 | White Sail 1a | no race | |||||
| White Sail 2a | Donald Reid | Will Power | Bruce Patton | Irish Jig | Ross Shropshire | Kristina | |
| Spinnaker a | Alex Kantemir | Byte Size | Cor Stapper | Cloud Dance | Jen Zimmerman | Ashe | |
| White Sail 1b | no race | ||||||
| White Sail 2b | Bruce Patton | Irish Jig | Donald Reid | Will Power | Ross Shropshire | Kristina | |
| Spinnaker b | Alex Kantemir | Byte Size | Sean Furniss | Sierra Tango | Cor Stapper | Cloud Dancer | |
| 2011 | White Sail 1 | Mike Truffer | Lady Windy | ||||
| White Sail 2 | |||||||
| Spinnaker | |||||||
| 2012 | No Race | ||||||
|
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